Holiday rentals in Middlebury
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Top-rated holiday rentals in Middlebury
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Middlebury holiday rentals
Other great holiday rentals in Middlebury
Guest favourite
Home in Woodbury
4.95 out of 5 average rating, 94 reviewsFerris House: Private 19th Century Home
Guest favourite
Guest house in Newtown
4.94 out of 5 average rating, 70 reviewsFarm Cottage
Guest favourite
Guest suite in Watertown
4.96 out of 5 average rating, 27 reviewsHidden Serenity at TuKasa - Pool & Billiards
Superhost
Guest house in Southbury
4.92 out of 5 average rating, 64 reviewsThe Nest. Large studio in the Woods.
Guest favourite
Guest suite in Plymouth
4.94 out of 5 average rating, 48 reviewsSecluded | Cozy | Nature
Guest favourite
Guest suite in Cheshire
4.93 out of 5 average rating, 86 reviewsCozy & Private Studio Suite
Guest favourite
Cabin in Bethlehem
4.95 out of 5 average rating, 61 reviewsCabin w/Fireplace | Perfect for Fall Foliage Views
Guest favourite
Cottage in Bethlehem
4.99 out of 5 average rating, 82 reviewsMinutes from March Farms | Hot Tub | Pet Friendly
Quick stats about holiday rentals in Middlebury
Total rentals
30 properties
Total number of reviews
1.3K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
Popular amenities
Gym, BBQ grill and Laptop-friendly workspace
Destinations to explore
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom